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Abstract

The mol­ecule of the title compound, [Zn(C20H22N2O4)]·H2O, deviates from planarity with a dihedral angle between the two benzene rings is 18.3 (1)°. The four-coordinate ZnII ion has a distorted square-planar coordination and is N2O2-chelated by the Schiff base ligand. The ZnII ion and solvent water mol­ecule are located on a twofold rotation axis. The structure displays inter­molecular O—HO hydrogen bonding.

Acknowledgments

This work was supported by the Zhejiang Provincial Natural Science Foundation (Y4080395).

supplementary crystallographic
information

Comment

The schiff bases have been extensively studied as effective ligands for metal
ions and used in the mechanism of many biochemical processes (Lindoy et
al., 1976). N,N-disalicylideneethylenediamine type
schiff
bases ligands present versatile steric, electronic and lipophilic properties
(Correia et al. 2005; Cunningham et al. 2000). We
report here
the synthesis and crystal structure of the title compound. The molecular
structure is shown in Fig.1. The values of the geometric parameters in the
structure are normal (Allen et al., 1987). The interplanar
angles
beween the the two phenyl group is 18.3 (1)°. The four-coordinate Zn gives
plane coordination.

Experimental

A mixture of 6,6'-Diethoxy-2,2'-(ethane-1,2-diyldiiminodimethylene)diphenol (0.1 mmol) and zinc acetate (0.1 mmol) in absolute methanol (20 ml) was heated at
50 centidegree and stirred for 30 min, then filtered. The resulting clear
orange solution was moved to a tube, some ethyl ether was added, and then
after 14 days, block-shaped crystals of the title complex suitable for X-ray
diffraction analysis were obtained(yield: about 40%).

Refinement

The H atoms were fixed geometrically and were treated as riding on their parent
C atoms, with C–H distances in the range of 0.93–0.97Å and with
Uiso(H) = 1.2Ueq(parent atom), or Uiso(H) =
1.5Ueq(Cmethyl). The coordinates of the water H atom were found in
a difference Fourier map and refined with Uiso(H) =
1.2Ueq(O).

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.